HFIP Promoted C3 Alkylation of Lawsone and 4-Hydroxycoumarin with Alcohols by Dehydrative Cross-Coupling

DOI: 10.1021/acs.joc.0c01207

Source and publish data:

Journal of Organic Chemistry p. 10638 - 10647 (2020)

Update date:2022-08-05

Topics:

Authors:

Chen, Yixin

Wang, Yurong

Zhong, Rong

Li, Jinshan

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Article abstract of DOI:10.1021/acs.joc.0c01207

An environmentally benign system for the direct alkylation of lawsones and 4-hydroxycoumarins with alcohols in 1,1,1,3,3,3-hexafluoroisopropanol (HFIP) is reported. The reaction proceeded smoothly via a dehydrative cross-coupling process by utilizing the unique properties of HFIP. A variety of alkylated products and subsequent one-pot cyclized products (pyranonaphthoquinones and pyranocoumarins) could be obtained in 40-93% yields.

Full text of DOI:10.1021/acs.joc.0c01207

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